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Holiday Homes in Oakland
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Featured Holiday Homes in Oakland

Sister A-Frame in Woods B
Sister A-Frame in Woods B
10.0 out of 10, Exceptional, (6)
The price is AU$355
includes taxes & fees
9 Oct - 10 Oct

Discover Oakland charm near Colby College 10 min
Discover Oakland charm near Colby College 10 min
10.0 out of 10, Exceptional, (4)
The price is AU$415
includes taxes & fees
15 Oct - 16 Oct

Charming 1840s farmhouse with donkeys, wood stove, fire pit, and full kitchen
Charming 1840s farmhouse with donkeys, wood stove, fire pit, and full kitchen
10.0 out of 10, Exceptional, (7)
The price is AU$476
includes taxes & fees
5 Oct - 6 Oct

Cozy Cottage on water's edge of Lake Cobbosseecontee
Cozy Cottage on water's edge of Lake Cobbosseecontee
8.8 out of 10, Excellent, (15)
The price is AU$484
includes taxes & fees
15 Oct - 16 Oct

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
10.0 out of 10, Exceptional, (2)
The price is AU$232
includes taxes & fees
5 Oct - 6 Oct

The Maine Experience: Where expansive nature meets modern comfort...
The Maine Experience: Where expansive nature meets modern comfort...
10.0 out of 10, Exceptional, (1)
The price is AU$564
includes taxes & fees
14 Oct - 15 Oct

Zeus's Landing at Cottages of Maine Gradual beachfront, King Beds, Dog Friendly
Zeus's Landing at Cottages of Maine Gradual beachfront, King Beds, Dog Friendly
10.0 out of 10, Exceptional, (3)
The price is AU$601
includes taxes & fees
6 Oct - 7 Oct

Lakefront, Stunning Home only 30 min to Sugarloaf!
Lakefront, Stunning Home only 30 min to Sugarloaf!
10.0 out of 10, Exceptional, (36)
The price is AU$784
includes taxes & fees
4 Oct - 5 Oct
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oakland Hotel Reviews

Best Western Plus Waterville Grand Hotel
10/10 Excellent
Find out more about Oakland
Find out more about Oakland
Oakland Holiday Homes information
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